Title: Book the Best Hotels with POOL in Anna Maria Island in 2026 | Expedia.ca [Anna Maria Island Travel Guide](https://expedia.ca/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)[Flights to Anna Maria Island](https://expedia.ca/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.ca/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Anna Maria Island Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria-Island.d553248622847118534.Car-Rental-Guide)[Anna Maria Island Vacation Packages](https://expedia.ca/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides) ![Anna Maria Island, FL Pier ](https://images.trvl-media.com/place/553248622847118534/f6726703-de53-4942-875e-504e17e1a1f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248622847118534/f6726703-de53-4942-875e-504e17e1a1f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Anna Maria Island Hotels with a Pool Tonight [Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-02-01&endDate=2026-02-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-02-02&endDate=2026-02-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Anna Maria Island hotels with a pool ![Aerial view](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/1ce50260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/747d2de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/e64ffac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Island | View from room](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/e4cee807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Retreat at Anna Maria Island Inn [](https://www.expedia.ca/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information) Bradenton Beach 9.2/10 Wonderful (55 reviews) "Clean room & excellent location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mary CA $543 CA $687 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information) ![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/53c59f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/5701c57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/2b81b23e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room | Garden view](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/222a0692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Haley's at The Anna Maria Island Inn [](https://www.expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) Holmes Beach 8.6/10 Excellent (422 reviews) "Location was perfect and room did the job nicely for our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marcellena CA $288 CA $364 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/95000000/94993900/94993833/f850ee3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room](https://images.trvl-media.com/lodging/95000000/95000000/94993900/94993833/61806118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/95000000/94993900/94993833/1585d5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/95000000/95000000/94993900/94993833/76aba928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood at Anna Maria Island Inn [](https://www.expedia.ca/Holmes-Beach-Hotels-Driftwood-At-Anna-Maria-Island-Inn.h94993833.Hotel-Information) Holmes Beach 8.4/10 Very good (80 reviews) "Clean, well outfitted room. Would stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Albert CA $848 CA $1,074 total includes taxes & fees Feb 14 - Feb 15 [](https://www.expedia.ca/Holmes-Beach-Hotels-Driftwood-At-Anna-Maria-Island-Inn.h94993833.Hotel-Information) ![Oceanfront Pool View 2 Queen Island Room | Terrace/patio](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/1ab72d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront Pool View 2 Queen Island Room | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/9026fa29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/aebd1d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront 1 Bedroom King Suite | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/d857bfd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Resort [](https://www.expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) Holmes Beach 9.4/10 Exceptional (301 reviews) "The room was clean and smelled great when we arrived. The pool and grounds are so clean and well maintained. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $1,190 CA $1,507 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/23e5431b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Condo, Garden View | Private kitchen](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/59d10900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/e8c660d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/8d74afd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm Tree Villas [](https://www.expedia.ca/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information) Holmes Beach 9.2/10 Wonderful (172 reviews) "We had a great stay! The property was located within a short walk to the beach. We will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/ccd7292d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch Smart TV with cable channels, TV](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/ae4117e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/404a8065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, minibar](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/a8e3a1fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaside at Anna Maria Island Inn [](https://www.expedia.ca/Sarasota-Hotels-Seaside-Inn.h35615805.Hotel-Information) Bradenton Beach 9.6/10 Exceptional (69 reviews) "The beach is the reason to stay here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) heather marie [](https://www.expedia.ca/Sarasota-Hotels-Seaside-Inn.h35615805.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/8e2ea5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/459a56f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/2a87e8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/0d4c4896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alamanda Villas [](https://www.expedia.ca/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information) Holmes Beach 9.4/10 Exceptional (6 reviews) "I loved the location, for a couple the place is wonderful, I would only request, 2 nice beach chairs and an umbrella. Great communication, clean, we will come back for sure. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lourdes CA $312 CA $626 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/4adbfc3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/cc175788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/04e8465a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579361/50f9a3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand! [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) Anna Maria 9.8/10 Exceptional (38 reviews) "Location was perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael S. CA $324 CA $773 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-110b-Updated-Studio-Beach-Cottage.h70579361.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/1685aebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/b1d8a0ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/0c26865c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70580000/70579400/70579354/b88de622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand! [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109G-Old-Florida-Beach-Cottage.h70579354.Hotel-Information) Anna Maria 9.6/10 Exceptional (36 reviews) "Great place for a beach stay on Anna Maria!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John F. CA $325 CA $789 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Anna-Maria-Hotels-Anna-Maria-Beach-Cottage-109G-Old-Florida-Beach-Cottage.h70579354.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/73f229b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/725f65de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/17de2747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63350000/63343100/63343037/969e98d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Condo with Pool Near Holmes Beach! [](https://www.expedia.ca/Holmes-Beach-Hotels-Poolside-Unit-At-The-Coconuts-Beachside-Complex.h63343037.Hotel-Information) Holmes Beach 9.2/10 Wonderful (36 reviews) "Lived the location so close to the beach and really enjoyed having the pool close by " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) nicki h. [](https://www.expedia.ca/Holmes-Beach-Hotels-Poolside-Unit-At-The-Coconuts-Beachside-Complex.h63343037.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-15&endDate=2026-02-16®ionId=553248622847118534&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Anna Maria Island 4 stars Ocean view Hot tub Spa Water park ## Hotels with pools and ocean views in Anna Maria Island ![Oceanfront Pool View 2 Queen Island Room | Terrace/patio](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/1ab72d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront Pool View 2 Queen Island Room | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/9026fa29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/aebd1d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront 1 Bedroom King Suite | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/d857bfd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Resort [](https://www.expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) Holmes Beach 9.4/10 Exceptional (301) CA $1,190 CA $1,507 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) ![Premium bedding, pillowtop beds, minibar, free cribs/infant beds](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/bdd0449e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/74884b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, minibar, free cribs/infant beds](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/32e3bf8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury King Suite | Bathroom](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/d1ed3392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seabreeze at Anna Maria Island Inn [](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) Bradenton Beach 9.0/10 Wonderful (73) CA $712 CA $902 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/80000000/79910000/79903100/79903006/d3c751a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/80000000/79910000/79903100/79903006/5eb1a9f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/80000000/79910000/79903100/79903006/73b1e340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/80000000/79910000/79903100/79903006/94e414b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sugary Sands 1 Bed Condo and One Block to Beach! [](https://www.expedia.ca/Bradenton-Beach-Hotels-Sugary-Sands-1-Bed-Condo-And-One-Block-To-Beach-Short-Stroll-To-Bridge-Street.h79903006.Hotel-Information) Bradenton Beach 9.4/10 Exceptional (22) CA $279 CA $848 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Sugary-Sands-1-Bed-Condo-And-One-Block-To-Beach-Short-Stroll-To-Bridge-Street.h79903006.Hotel-Information) ![Beach/ocean view](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/03108394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool View 1 Bedroom King Suite | Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/37def3a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 8:00 PM, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/3dbc6848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/a77d9f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bali Hai Beachfront Resort and Spa [](https://www.expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) Holmes Beach 8.6/10 Excellent (653) CA $755 CA $956 total includes taxes & fees Feb 13 - Feb 14 [](https://www.expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57950000/57945300/57945262/b0d28a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57950000/57945300/57945262/90-cbc385a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57950000/57945300/57945262/dd6080f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/58000000/57950000/57945300/57945262/05e1bf12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Condo 1/1 [](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Beach-Condo-11.h57945262.Hotel-Information) Bradenton Beach 9.8/10 Exceptional (201) CA $306 CA $632 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Beach-Condo-11.h57945262.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/60000000/59820000/59812200/59812198/c3128774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59820000/59812200/59812198/a54e15b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/60000000/59820000/59812200/59812198/5a24d40f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/60000000/59820000/59812200/59812198/294475c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 1 Bedroom Condo with Beach Facing Balcony and Pool! [](https://www.expedia.ca/Holmes-Beach-Hotels-Beautiful-1-Bedroom-Condo-With-Beach-Facing-Balcony-And-Pool.h59812198.Hotel-Information) Holmes Beach 9.6/10 Exceptional (17) CA $354 CA $1,104 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Holmes-Beach-Hotels-Beautiful-1-Bedroom-Condo-With-Beach-Facing-Balcony-And-Pool.h59812198.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/40000000/39980000/39978500/39978461/173eb672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39980000/39978500/39978461/893ec843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39980000/39978500/39978461/w1810h1087x0y5-9664f97e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/40000000/39980000/39978500/39978461/7582b4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Condo 1/1 [](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Beach-Condo-11.h39978461.Hotel-Information) Bradenton Beach 9.8/10 Exceptional (241) CA $456 CA $823 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Beach-Condo-11.h39978461.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/79000000/78220000/78217800/78217793/e83c7abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/79000000/78220000/78217800/78217793/99a29fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78220000/78217800/78217793/90b82dc1_edited_f7f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78220000/78217800/78217793/4f51d315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing View, Updated Beachfront Condo [](https://www.expedia.ca/Bradenton-Beach-Hotels-Amazing-View.h78217793.Hotel-Information) Bradenton Beach 9.0/10 Wonderful (36) CA $306 CA $889 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Amazing-View.h78217793.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87710000/87701400/87701354/f5cafa4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/88000000/87710000/87701400/87701354/65a9dbb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87710000/87701400/87701354/cb7e713a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/88000000/87710000/87701400/87701354/af0fed1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Beach Retreat with Rooftop Deck and Pool in Anna Maria! - Hip Nautic [](https://www.expedia.ca/Anna-Maria-Hotels-New-Home-With-Pool.h87701354.Hotel-Information) Anna Maria 9.8/10 Exceptional (15) CA $1,066 CA $2,661 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Anna-Maria-Hotels-New-Home-With-Pool.h87701354.Hotel-Information) ![TV, table tennis](https://images.trvl-media.com/lodging/121000000/120930000/120926800/120926743/c166faf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/121000000/120930000/120926800/120926743/e66bf03f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/121000000/120930000/120926800/120926743/b1b2b4ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120930000/120926800/120926743/5e05478f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AMI Canal-Front Luxury • Heated Pool /Spa & Boat Dock [](https://www.expedia.ca/Anna-Maria-Hotels-Hammock-Daze-4bedroom35bath-PoolCanal-HOME-10P.h120926743.Hotel-Information) Anna Maria 10/10 Exceptional (1) CA $749 CA $2,029 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Anna-Maria-Hotels-Hammock-Daze-4bedroom35bath-PoolCanal-HOME-10P.h120926743.Hotel-Information) [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-15&endDate=2026-02-16®ionId=553248622847118534&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=OCEAN_VIEW&openPlayBack=true) ## Hotels with pools and hot tubs in Anna Maria Island ![Oceanfront Pool View 2 Queen Island Room | Terrace/patio](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/1ab72d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront Pool View 2 Queen Island Room | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/9026fa29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/aebd1d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront 1 Bedroom King Suite | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/d857bfd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Resort [](https://www.expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) Holmes Beach 9.4/10 Exceptional (301) CA $1,190 CA $1,507 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/facf9397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Room | Living area](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/8aab0088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Room](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/ac1ab701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelican Post at Anna Maria Island Inn [](https://www.expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) Bradenton Beach 9.2/10 Wonderful (356) CA $276 CA $350 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Private beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/5f1d6b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/a85e311e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/c2dde255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/ad3b7789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain's Quarters at Anna Maria Island Inn [](https://www.expedia.ca/Sarasota-Hotels-Captains-Quarters-By-AMI-Locals.h59789467.Hotel-Information) Bradenton Beach 9.4/10 Exceptional (29) CA $331 CA $419 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Sarasota-Hotels-Captains-Quarters-By-AMI-Locals.h59789467.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95060000/95050500/95050438/803b64b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95060000/95050500/95050438/26c53d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95060000/95050500/95050438/03c6bae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/96000000/95060000/95050500/95050438/684d9426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heated Pool & spa! 5 minute walk to beach access! [](https://www.expedia.ca/Bradenton-Beach-Hotels-Last-Minute-Summer-Getaway-2-Blocks-To-Beach.h95050438.Hotel-Information) Bradenton Beach 9.6/10 Exceptional (11) CA $374 CA $1,307 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Last-Minute-Summer-Getaway-2-Blocks-To-Beach.h95050438.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73530000/73527500/73527488/20900fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/74000000/73530000/73527500/73527488/f2de1956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73527500/73527488/a76fdd95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73530000/73527500/73527488/0bb157ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home 1 Block to Beach with Pool and Hot Tub! [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-1-Block-To-Beach-With-Pool-And-Hot-Tub.h73527488.Hotel-Information) Anna Maria 9.8/10 Exceptional (44) CA $313 CA $1,137 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-1-Block-To-Beach-With-Pool-And-Hot-Tub.h73527488.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/1a4de489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/66a78c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/a3876670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527934/02af3450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite! [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527934.Hotel-Information) Anna Maria 9.4/10 Exceptional (37) CA $265 CA $1,125 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527934.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/d79aef16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/9f6ac989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/w1200h716x0y0-42669ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120450000/120443900/120443802/8b00a707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Blue Pearl\~Heated Pool/Spa\~Walkable Pine Ave! [](https://www.expedia.ca/Anna-Maria-Hotels-NEW-Blue-PearlHeated-PoolSpaWalkable-Pine-Ave-Guest-House-For-Added-Space.h120443802.Hotel-Information) Anna Maria 10/10 Exceptional (1) CA $408 CA $1,471 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Anna-Maria-Hotels-NEW-Blue-PearlHeated-PoolSpaWalkable-Pine-Ave-Guest-House-For-Added-Space.h120443802.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/0bd3cb15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/e6cce12d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/2ef3cd60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball](https://images.trvl-media.com/lodging/74000000/73530000/73528000/73527928/cfe099c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home with Pool and Hot Tub, just 5 Houses to the Water! [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527928.Hotel-Information) Anna Maria 9.2/10 Wonderful (32) CA $245 CA $961 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Anna-Maria-Hotels-Private-Home-With-Pool-And-Hot-Tub.h73527928.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/66000000/66000000/65994100/65994030/ec6967c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/66000000/66000000/65994100/65994030/d24efd53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/66000000/65994100/65994030/c353c78f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/66000000/66000000/65994100/65994030/9923335e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resort-Style Ground Floor Suite Heated Pool/Spa 🐢 [](https://www.expedia.ca/Sarasota-Hotels-New-Resort-Style-Ground-Floor-Lakefront-Unit-On-North-Shore-Of-Anna-Maria-Island.h65994030.Hotel-Information) Anna Maria 9.8/10 Exceptional (68) CA $485 CA $1,075 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Sarasota-Hotels-New-Resort-Style-Ground-Floor-Lakefront-Unit-On-North-Shore-Of-Anna-Maria-Island.h65994030.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/ffd1ceae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/c41c7e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/e0d364ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34110000/34108400/34108344/bcfb0ebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gulf Front Guest House [](https://www.expedia.ca/Anna-Maria-Hotels-Gulf-Front-Guest-House.h34108344.Hotel-Information) Anna Maria 9.4/10 Exceptional (3) CA $545 CA $910 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Anna-Maria-Hotels-Gulf-Front-Guest-House.h34108344.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-15&endDate=2026-02-16®ionId=553248622847118534&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true) ## Top Anna Maria Island Hotel Reviews ![Waterline Villas & Marina, Autograph Collection](https://images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/c50d8ef8_y.jpg) ### Waterline Villas & Marina, Autograph Collection 10/10 Excellent "The room was beautiful and the staff very friendly. It’s also in an excellent location to walk to the beach and local shops/places to eat" [](https://expedia.ca/Sarasota-Hotels-Waterline-Marina-Resort-Beach-Club.h15739491.Hotel-Information) ![Bridgewalk Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7_y.jpg) ### Bridgewalk Resort 10/10 Excellent "Staff were exceptionally friendly, rooms were super clean. Updated rooms. Great location." [](https://expedia.ca/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![Silver Surf Gulf Beach Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/12fa4f1f_y.jpg) ### Silver Surf Gulf Beach Resort 10/10 Excellent "Super friendly staff, check in a breeze, maid service was excellent and the whole place was outstanding " [](https://expedia.ca/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ![Haley's at The Anna Maria Island Inn](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fc900ac2_y.jpg) ### Haley's at The Anna Maria Island Inn 10/10 Excellent "Great location, super friendly staff, and were more than happy to put a bottle of champagne in our room before arrival! " [](https://expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) ![Seabreeze at Anna Maria Island Inn](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126_y.jpg) ### Seabreeze at Anna Maria Island Inn 10/10 Excellent "We had an excellent time. We were not happy with the room we booked since it did not have an ocean view. The staff were very helpful in upgrading us to a room with an ocean view. We did have to pay more, but it was worth it " [](https://expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ![Tortuga Inn Beach Resort](https://images.trvl-media.com/lodging/2000000/1060000/1054200/1054101/b1d10d73_y.jpg) ### Tortuga Inn Beach Resort 10/10 Excellent "Everything was perfect!" 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